Natural Alkaloid Arecoline-Derived Amino Acid Derivatives: Design, Synthesis, and Evaluation of Their Antifungal Activity in an Agricultural Context

Journal of Agricultural and Food Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 30, 2025

A novel series of arecoline derivatives featuring amino acid moieties and 2-aminopyridine scaffolds was designed, synthesized, assessed against seven phytopathogens. Compound E15 emerged as the most potent derivative, exhibiting an EC50 10.2 μg/mL Botryosphaeria theobromae, representing approximately 50-fold improvement over parent compound, arecoline. Mechanistic investigations revealed that disrupted hypha cell wall integrity, evidenced by ultrastructural damage, rupture, subcellular disorganization. Transcriptomic profiling further confirmed its significant suppression chitin biosynthesis pathways, while molecular docking validated strong interactions with synthase. These findings position acid-pyridine hybridized promising eco-friendly antifungals targeted at metabolism.

Язык: Английский

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Research progress of oxazole derivatives in the discovery of agricultural chemicals

Journal of Heterocyclic Chemistry, Год журнала: 2023, Номер 61(1), С. 71 - 85

Опубликована: Ноя. 3, 2023

Abstract The search for new scaffolds is one of the important goals in discovery pesticides, and oxazoles as an five‐membered heterocyclic compound are widely used pesticides. Oxazoles ring often scaffolding structure or bridging chain to connect different reactive groups. In recent years, have made rapid progress especially fungicides, insecticides, acaricides. A systematic review research pesticides interest. Therefore, we comprehensively reviewed application oxazole compounds from 2003 2023; summarized fungicidal, antibacterial, insecticidal, acaricidal, herbicidal activities oxazoles; discussed structure–activity relationship, physiochemical mechanism action, with aim providing inspiration ideas novel agrochemicals.

Язык: Английский

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Inactivating Activities and Mechanism of Imidazo[1,2-c]pyrimidin-5(6H)-one Nucleoside Derivatives Incorporating a Sulfonamide Scaffold

Journal of Agricultural and Food Chemistry, Год журнала: 2023, Номер 71(21), С. 7977 - 7987

Опубликована: Май 19, 2023

Twenty-eight imidazo[1,2-c]pyrimidin-5(6H)-one nucleoside derivatives incorporating a sulfonamide scaffold with preferable inactivating activities on pepper mild mottle virus (PMMoV) were designed and synthesized. Then, compound B29 illustrious activity against PMMoV was received the basis of three-dimensional quantitative structure-activity relationship (3D-QSAR) model, EC50 11.4 μg/mL, which superior to ningnanmycin (65.8 μg/mL) template molecule B16 (15.3 μg/mL). Furthermore, (1) transmission electron microscopy (TEM) indicated that could cause severe fracture virions; (2) microscale thermophoresis (MST) molecular docking further demonstrated had faintish binding affinities CPR62A (Kd = 202.84 μM), CPL144A 141.57 CPR62A,L144A 332.06 μM) compared CP 4.76 μM); (3) western blot reverse transcription-quantitative polymerase chain reaction (RT-qPCR) results pCB-GFP-PMMoV CPR62A, CPL144A, consistent MST confocal. In brief, above amino acids at positions 62 144 might be key acid sites acted on.

Язык: Английский

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Microwave assisted synthesis of new quinolone and coumarin molecular hybrids: SAR, molecular modelling studies as dual antagonists and its antimicrobial evaluation targeting bacterial and fungal infections

Journal of Molecular Structure, Год журнала: 2024, Номер 1303, С. 137482 - 137482

Опубликована: Янв. 3, 2024

Язык: Английский

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Design, synthesis and in vitro evaluation of novel thiazole-coumarin hybrids as selective and potent human carbonic anhydrase IX and XII inhibitors

International Journal of Biological Macromolecules, Год журнала: 2024, Номер 268, С. 131548 - 131548

Опубликована: Апрель 18, 2024

Язык: Английский

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